65118-99-2Relevant academic research and scientific papers
Manganese-Catalyzed Silylmagnesiation of Acetylenes and 1,3-Dienes
Tang, Jun,Shinokubo, Hiroshi,Oshima, Koichiro
, p. 245 - 251 (1997)
The treatment of 4-benzyloxy-1-butyne with PhMe2SiMgMe in the presence of a catalytic amount of MnCl2 gave a monosilylated product, (E)-PhCH2OCH2CH2CH=CHSiMe2Ph, selectively after an aqueou
Regioselective Carboxylation of Silicon-Stabilized Allylic Carbanions and the Synthetic Utility of 2-Silyl-3-butenoates
Uno, Hidemitsu
, p. 2471 - 2480 (2007/10/02)
Carbanions of allylic dimethylphenylsilanes show remarkable regioselectivity toward carboxylation with carbon dioxide and methylation with methyl iodide.Methylationn of these compounds occurred preferentially at α position, although allyltrimethylsilane and allyltriphenylsilane are known to give γ selectivity toward the same electrophiles.Moreover, their aluminum "ate" complexes react with carbon dioxide regioselectively at the α position irrespective of methyl substitution pattern of the allylic moieties.The α-carboxylated allylic silanes proved to be useful synthons of 3-(methoxycarbonyl)allyl anions after esterifiaction.
